Hydrochloric Acid → HCID 68675380, compound

HRID 2233030Notes

Reaction equation

HRID 2233030 reaction equation
C([O:3][C:4]([C:6]1([C:11]2[N:12]=[C:13]([NH:25][CH:26]([CH3:28])[CH3:27])[C:14]3[N:15]([C:17](=[O:24])[N:18]([C:20]([CH3:23])([CH3:22])[CH3:21])[N:19]=3)[CH:16]=2)[CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5])C.[OH-].[K+].Cl>O1CCOCC1.O>[C:20]([N:18]1[C:17](=[O:24])[N:15]2[CH:16]=[C:11]([C:6]3([C:4]([OH:5])=[O:3])[CH2:7][CH2:8][CH2:9][CH2:10]3)[N:12]=[C:13]([NH:25][CH:26]([CH3:28])[CH3:27])[C:14]2=[N:19]1)([CH3:22])([CH3:23])[CH3:21]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 68675860HCID 68675860, compound

Product 1

HCID 68675380HCID 68675380, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

A solution of 400 mg of the product of Step A in 1,4-dioxane (10 mL) was treated with 6N KOH (2.0 mL) and the mixture was heated at 60° C. for three h. The reaction was cooled to ambient temperature, diluted with water, and the pH adjusted to 2 with 2N HCl. The mixture was extracted with EtOAc and the organic layer was dried over MgSO4, filtered, and concentrated to afford 1-(2-tert-butyl-8-isopropylamino-3-oxo-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-cyclopentanecarboxylic acid as a white solid. MS (M+H+)=360.3.

Workup

  1. temperatureThe reaction was cooled to ambient temperature
  2. extractionThe mixture was extracted with EtOAc
  3. dry with materialthe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-1d2862f106774ae9a5da24b612ec4749
Source dataset
uspto-grants-2010_05
Patent number
US07709473B2

Reaction notes

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